N-bromobutanimide → 6-bromo-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one
반응식
[CH3:1][S:2][C:3]1[N:4]=[CH:5][C:6]2[CH:12]=[CH:11][C:10](=[O:13])[NH:9][C:7]=2[N:8]=1.[Br:14]N1C(=O)CCC1=O>CN(C)C=O>[Br:14][C:11]1[C:10](=[O:13])[NH:9][C:7]2[N:8]=[C:3]([S:2][CH3:1])[N:4]=[CH:5][C:6]=2[CH:12]=1참가 물질
4
실험 절차
To a solution of 2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (6, 1.00 g, 5.2 mmol) in anhydrous dimethylformamide (25 mL) was added N-bromosuccinimide (0.99 g, 5.6 mmol) portionwise at room temperature, and the reaction mixture was stirred for 18 h. The mixture was concentrated, and the solid was triturated with hot water (1×20 mL), filtered, and washed with isopropanol to give title compound as a pale yellow solid (0.68 g, 2.5 mmol, 48%). ESMS m/z 272 (M+H)+; 1H NMR (400 MHz, DMSO-d5) δ ppm 12.88 (br. s, 1H), 8.84 (s, 1H), 8.47 (s, 1H), 2.57 (s, 3H).
후처리
- concentrationThe mixture was concentrated
- customthe solid was triturated with hot water (1×20 mL)
- filtrationfiltered
- washwashed with isopropanol
출처 및 근거
- ORD 기록
- ord-2cef0b350f2240ca9d76b382a32655d4
- 출처 데이터셋
- uspto-grants-2014_03
- 특허 번호
- US08680099B2
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